Bis(1,10-phenanthroline-κN,N')(sulfato-κO,O')cobalt(II) butane-2,3-diol monosolvate.

In the title compound, [Co(SO(4))(C(12)H(8)N(2))(2)]·C(4)H(10)O(2), the Co(2+) ion has a distorted octa-hedral coordination environment composed of four N atoms from two chelating 1,10-phenanthroline ligands and two O atoms from an O,O'-bidentate sulfate anion. The dihedral angle between the two chelating N(2)C(2) groups is 83.48 (1)°. The Co(2+) ion, the S atom and the mid-point of the central C-C bond of the butane-2,3-diol solvent mol-ecule are situated on twofold rotation axes. The mol-ecules of the complex and the solvent mol-ecules are held together by pairs of symmetry-related O-H⋯O hydrogen bonds with the uncoordinated O atoms of the sulfate ions as acceptors. The solvent mol-ecule is disordered over two sets of sites with site occupancies of 0.40 and 0.60.

Related literature

For the ethane-1,2-diol solvate of the title complex, see: Zhong et al. (2006 ▶). For the propane-1,3-diol solvate of the title complex, see: Zhong (2010 ▶). For background to coordination polymers, see: Batten & Robson (1998 ▶); Lu et al. (2006 ▶); Zhang et al. (2010 ▶); Zhong et al. (2011 ▶).

Experimental

Crystal data

[Co(SO4)(C12H8N2)2]·C4H10O2

M = 605.52

Monoclinic,

a = 18.184 (4) Å

b = 13.009 (3) Å

c = 13.112 (3) Å

β = 122.13 (3)°

V = 2626.6 (13) Å3

Z = 4

Mo Kα radiation

μ = 0.79 mm−1

T = 223 K

0.40 × 0.20 × 0.10 mm

Data collection

Rigaku Mercury CCD diffractometer

Absorption correction: multi-scan (REQAB; Jacobson, 1998 ▶) T min = 0.763, T max = 1.000

7651 measured reflections

2316 independent reflections

2079 reflections with I > 2σ(I)

R int = 0.033

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 0.109

S = 1.12

2316 reflections

209 parameters

50 restraints

H-atom parameters constrained

Δρmax = 0.49 e Å−3

Δρmin = −0.39 e Å−3

Data collection: CrystalClear (Rigaku, 2007 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811009147/wm2463sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811009147/wm2463Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Co(SO4)(C12H8N2)2]·C4H10O2	F(000) = 1252
Mr = 605.52	Dx = 1.531 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 4290 reflections
a = 18.184 (4) Å	θ = 3.1–27.5°
b = 13.009 (3) Å	µ = 0.79 mm−1
c = 13.112 (3) Å	T = 223 K
β = 122.13 (3)°	Prism, orange
V = 2626.6 (13) Å3	0.40 × 0.20 × 0.10 mm
Z = 4

Rigaku Mercury CCD diffractometer	2316 independent reflections
Radiation source: fine-focus sealed tube	2079 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.033
Detector resolution: 28.5714 pixels mm-1	θmax = 25.0°, θmin = 3.2°
ω scans	h = −19→21
Absorption correction: multi-scan (REQAB; Jacobson, 1998)	k = −15→13
Tmin = 0.763, Tmax = 1.000	l = −15→14
7651 measured reflections

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.109	H-atom parameters constrained
S = 1.12	w = 1/[σ2(Fo2) + (0.049P)2 + 4.2601P] where P = (Fo2 + 2Fc2)/3
2316 reflections	(Δ/σ)max = 0.001
209 parameters	Δρmax = 0.49 e Å−3
50 restraints	Δρmin = −0.39 e Å−3

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Co1	0.5000	0.67718 (4)	0.2500	0.0274 (2)
S1	0.5000	0.46963 (8)	0.2500	0.0289 (3)
O1	0.44423 (14)	0.54091 (16)	0.14832 (19)	0.0389 (6)
N2	0.40247 (16)	0.78032 (18)	0.1216 (2)	0.0284 (6)
C10	0.3905 (2)	0.8150 (2)	0.0182 (3)	0.0356 (7)
H10A	0.4292	0.7942	−0.0037	0.043*
O2	0.55262 (15)	0.40620 (18)	0.2215 (2)	0.0461 (6)
C11	0.34456 (19)	0.8101 (2)	0.1512 (3)	0.0280 (7)
C7	0.27533 (19)	0.8780 (2)	0.0798 (3)	0.0324 (7)
C9	0.3233 (2)	0.8808 (3)	−0.0584 (3)	0.0401 (8)
H9A	0.3173	0.9027	−0.1299	0.048*
C8	0.2657 (2)	0.9131 (2)	−0.0276 (3)	0.0391 (8)
H8A	0.2209	0.9578	−0.0775	0.047*
C6	0.2174 (2)	0.9049 (3)	0.1186 (3)	0.0400 (8)
H6A	0.1723	0.9506	0.0726	0.048*
C12	0.35381 (18)	0.7670 (2)	0.2586 (3)	0.0288 (7)
C4	0.2945 (2)	0.7931 (3)	0.2918 (3)	0.0348 (8)
C5	0.2268 (2)	0.8654 (3)	0.2200 (3)	0.0422 (9)
H5A	0.1889	0.8853	0.2436	0.051*
N1	0.41924 (16)	0.69769 (19)	0.3205 (2)	0.0303 (6)
C2	0.3687 (2)	0.6731 (3)	0.4543 (3)	0.0462 (9)
H2A	0.3747	0.6391	0.5207	0.055*
C1	0.4256 (2)	0.6524 (3)	0.4161 (3)	0.0385 (8)
H1A	0.4698	0.6050	0.4592	0.046*
C3	0.3041 (2)	0.7438 (3)	0.3930 (3)	0.0458 (9)
H3A	0.2665	0.7592	0.4186	0.055*
C13	0.5467 (3)	0.1136 (6)	0.2621 (9)	0.042 (2)	0.40
H13	0.5819	0.0562	0.3132	0.050*	0.40
O3	0.5935 (6)	0.2007 (6)	0.2842 (8)	0.066 (2)	0.40
H3	0.5605	0.2492	0.2500	0.098*	0.40
C14	0.4923 (11)	0.0849 (17)	0.1279 (9)	0.107 (6)	0.40
H14A	0.4601	0.0232	0.1180	0.161*	0.40
H14B	0.5300	0.0737	0.0986	0.161*	0.40
H14C	0.4527	0.1398	0.0834	0.161*	0.40
C13'	0.5031 (6)	0.1256 (6)	0.1915 (8)	0.081 (3)	0.60
H13'	0.4457	0.1395	0.1200	0.098*	0.60
O3'	0.5627 (6)	0.2002 (5)	0.2013 (8)	0.108 (3)	0.60
H3'	0.5454	0.2576	0.2046	0.161*	0.60
C14'	0.5388 (6)	0.0259 (6)	0.1741 (8)	0.073 (2)	0.60
H14D	0.5066	−0.0311	0.1771	0.110*	0.60
H14E	0.5989	0.0190	0.2368	0.110*	0.60
H14F	0.5336	0.0270	0.0972	0.110*	0.60

	U11	U22	U33	U12	U13	U23
Co1	0.0229 (3)	0.0270 (3)	0.0300 (3)	0.000	0.0127 (3)	0.000
S1	0.0217 (5)	0.0260 (5)	0.0365 (6)	0.000	0.0137 (5)	0.000
O1	0.0324 (12)	0.0314 (12)	0.0327 (12)	−0.0003 (9)	0.0036 (10)	−0.0013 (9)
N2	0.0268 (13)	0.0261 (13)	0.0323 (14)	−0.0019 (10)	0.0156 (11)	0.0016 (10)
C10	0.0346 (17)	0.0382 (18)	0.0388 (18)	−0.0013 (14)	0.0228 (15)	0.0036 (14)
O2	0.0431 (13)	0.0377 (13)	0.0724 (17)	0.0066 (11)	0.0407 (13)	−0.0007 (12)
C11	0.0243 (15)	0.0262 (15)	0.0305 (15)	−0.0025 (12)	0.0125 (13)	−0.0010 (12)
C7	0.0262 (15)	0.0294 (16)	0.0320 (16)	0.0001 (13)	0.0090 (13)	−0.0022 (13)
C9	0.0383 (18)	0.045 (2)	0.0320 (17)	−0.0023 (15)	0.0150 (15)	0.0097 (15)
C8	0.0316 (17)	0.0344 (18)	0.0360 (18)	0.0010 (14)	0.0077 (15)	0.0082 (14)
C6	0.0263 (16)	0.0421 (19)	0.0406 (19)	0.0105 (14)	0.0103 (15)	0.0000 (15)
C12	0.0258 (15)	0.0287 (16)	0.0282 (15)	−0.0033 (12)	0.0119 (13)	−0.0027 (12)
C4	0.0297 (16)	0.0431 (19)	0.0307 (17)	0.0015 (14)	0.0155 (14)	−0.0028 (13)
C5	0.0289 (17)	0.056 (2)	0.0408 (19)	0.0083 (16)	0.0176 (15)	−0.0063 (16)
N1	0.0277 (13)	0.0300 (14)	0.0307 (13)	0.0016 (11)	0.0138 (11)	0.0022 (11)
C2	0.049 (2)	0.055 (2)	0.0374 (19)	−0.0005 (18)	0.0252 (17)	0.0071 (16)
C1	0.0388 (18)	0.0420 (19)	0.0346 (17)	0.0031 (15)	0.0195 (15)	0.0077 (14)
C3	0.0413 (19)	0.065 (2)	0.0401 (19)	0.0044 (18)	0.0276 (17)	0.0001 (18)
C13	0.035 (5)	0.028 (4)	0.060 (6)	0.004 (4)	0.024 (4)	0.000 (4)
O3	0.069 (5)	0.045 (4)	0.084 (5)	0.006 (3)	0.042 (4)	0.012 (4)
C14	0.116 (10)	0.148 (11)	0.090 (8)	−0.006 (8)	0.077 (8)	0.007 (8)
C13'	0.095 (6)	0.065 (5)	0.100 (7)	−0.003 (5)	0.062 (6)	0.015 (5)
O3'	0.148 (6)	0.052 (3)	0.178 (7)	−0.009 (4)	0.123 (6)	−0.015 (5)
C14'	0.089 (5)	0.068 (5)	0.081 (5)	−0.011 (4)	0.057 (4)	−0.007 (4)

Co1—O1	2.124 (2)	C4—C3	1.399 (5)
Co1—O1i	2.124 (2)	C4—C5	1.434 (5)
Co1—N1	2.128 (3)	C5—H5A	0.9300
Co1—N1i	2.128 (3)	N1—C1	1.334 (4)
Co1—N2i	2.146 (2)	C2—C3	1.367 (5)
Co1—N2	2.146 (2)	C2—C1	1.392 (5)
S1—O2i	1.455 (2)	C2—H2A	0.9300
S1—O2	1.455 (2)	C1—H1A	0.9300
S1—O1i	1.492 (2)	C3—H3A	0.9300
S1—O1	1.492 (2)	C13—O3	1.353 (8)
N2—C10	1.332 (4)	C13—C14	1.537 (4)
N2—C11	1.359 (4)	C13—C13i	1.553 (5)
C10—C9	1.389 (5)	C13—H13	0.9800
C10—H10A	0.9300	O3—H3	0.8200
C11—C7	1.410 (4)	C14—H14A	0.9600
C11—C12	1.440 (4)	C14—H14B	0.9600
C7—C8	1.400 (5)	C14—H14C	0.9600
C7—C6	1.435 (5)	C13'—O3'	1.410 (4)
C9—C8	1.373 (5)	C13'—C14'	1.522 (8)
C9—H9A	0.9300	C13'—C13'i	1.596 (13)
C8—H8A	0.9300	C13'—H13'	0.9800
C6—C5	1.349 (5)	O3'—H3'	0.8200
C6—H6A	0.9300	C14'—H14D	0.9600
C12—N1	1.364 (4)	C14'—H14E	0.9600
C12—C4	1.402 (5)	C14'—H14F	0.9600
O1—Co1—O1i	66.83 (12)	C5—C6—C7	121.7 (3)
O1—Co1—N1	99.67 (10)	C5—C6—H6A	119.2
O1i—Co1—N1	92.38 (10)	C7—C6—H6A	119.2
O1—Co1—N1i	92.38 (10)	N1—C12—C4	123.2 (3)
O1i—Co1—N1i	99.67 (10)	N1—C12—C11	116.8 (3)
N1—Co1—N1i	165.59 (14)	C4—C12—C11	120.0 (3)
O1—Co1—N2i	159.07 (9)	C3—C4—C12	117.0 (3)
O1i—Co1—N2i	96.31 (9)	C3—C4—C5	123.6 (3)
N1—Co1—N2i	93.10 (10)	C12—C4—C5	119.4 (3)
N1i—Co1—N2i	77.82 (10)	C6—C5—C4	120.7 (3)
O1—Co1—N2	96.31 (9)	C6—C5—H5A	119.7
O1i—Co1—N2	159.07 (9)	C4—C5—H5A	119.7
N1—Co1—N2	77.82 (10)	C1—N1—C12	117.6 (3)
N1i—Co1—N2	93.10 (10)	C1—N1—Co1	128.2 (2)
N2i—Co1—N2	102.59 (13)	C12—N1—Co1	114.2 (2)
O1—Co1—S1	33.41 (6)	C3—C2—C1	119.3 (3)
O1i—Co1—S1	33.41 (6)	C3—C2—H2A	120.4
N1—Co1—S1	97.21 (7)	C1—C2—H2A	120.4
N1i—Co1—S1	97.21 (7)	N1—C1—C2	122.9 (3)
N2i—Co1—S1	128.71 (7)	N1—C1—H1A	118.6
N2—Co1—S1	128.71 (7)	C2—C1—H1A	118.6
O2i—S1—O2	110.9 (2)	C2—C3—C4	120.0 (3)
O2i—S1—O1i	110.50 (14)	C2—C3—H3A	120.0
O2—S1—O1i	110.77 (14)	C4—C3—H3A	120.0
O2i—S1—O1	110.77 (14)	O3—C13—C14	113.4 (11)
O2—S1—O1	110.50 (14)	O3—C13—C13i	122.6 (5)
O1i—S1—O1	103.17 (17)	C14—C13—C13i	78.3 (9)
O2i—S1—Co1	124.56 (10)	O3—C13—H13	112.7
O2—S1—Co1	124.56 (10)	C14—C13—H13	112.7
O1i—S1—Co1	51.59 (9)	C13i—C13—H13	112.7
O1—S1—Co1	51.59 (9)	C13—O3—H3	109.5
S1—O1—Co1	95.00 (11)	C13—C14—H14A	109.5
C10—N2—C11	117.6 (3)	C13—C14—H14B	109.5
C10—N2—Co1	129.0 (2)	H14A—C14—H14B	109.5
C11—N2—Co1	113.38 (19)	C13—C14—H14C	109.5
N2—C10—C9	123.3 (3)	H14A—C14—H14C	109.5
N2—C10—H10A	118.4	H14B—C14—H14C	109.5
C9—C10—H10A	118.4	O3'—C13'—C14'	103.3 (7)
N2—C11—C7	122.9 (3)	O3'—C13'—C13'i	110.9 (8)
N2—C11—C12	117.6 (3)	C14'—C13'—C13'i	113.5 (6)
C7—C11—C12	119.5 (3)	O3'—C13'—H13'	109.7
C8—C7—C11	117.5 (3)	C14'—C13'—H13'	109.7
C8—C7—C6	123.7 (3)	C13'i—C13'—H13'	109.7
C11—C7—C6	118.8 (3)	C13'—O3'—H3'	109.5
C8—C9—C10	119.4 (3)	C13'—C14'—H14D	109.5
C8—C9—H9A	120.3	C13'—C14'—H14E	109.5
C10—C9—H9A	120.3	H14D—C14'—H14E	109.5
C9—C8—C7	119.3 (3)	C13'—C14'—H14F	109.5
C9—C8—H8A	120.3	H14D—C14'—H14F	109.5
C7—C8—H8A	120.3	H14E—C14'—H14F	109.5
O1—Co1—S1—O2i	−90.19 (18)	C10—N2—C11—C12	175.8 (3)
O1i—Co1—S1—O2i	89.81 (18)	Co1—N2—C11—C12	−2.3 (3)
N1—Co1—S1—O2i	6.45 (14)	N2—C11—C7—C8	1.8 (4)
N1i—Co1—S1—O2i	−173.55 (14)	C12—C11—C7—C8	−176.2 (3)
N2i—Co1—S1—O2i	106.30 (16)	N2—C11—C7—C6	179.9 (3)
N2—Co1—S1—O2i	−73.70 (16)	C12—C11—C7—C6	2.0 (4)
O1—Co1—S1—O2	89.81 (18)	N2—C10—C9—C8	0.4 (5)
O1i—Co1—S1—O2	−90.19 (18)	C10—C9—C8—C7	−0.8 (5)
N1—Co1—S1—O2	−173.55 (14)	C11—C7—C8—C9	−0.2 (5)
N1i—Co1—S1—O2	6.45 (14)	C6—C7—C8—C9	−178.2 (3)
N2i—Co1—S1—O2	−73.70 (16)	C8—C7—C6—C5	176.8 (3)
N2—Co1—S1—O2	106.30 (16)	C11—C7—C6—C5	−1.2 (5)
O1—Co1—S1—O1i	180.0	N2—C11—C12—N1	−1.4 (4)
N1—Co1—S1—O1i	−83.36 (14)	C7—C11—C12—N1	176.7 (3)
N1i—Co1—S1—O1i	96.64 (14)	N2—C11—C12—C4	−178.4 (3)
N2i—Co1—S1—O1i	16.50 (15)	C7—C11—C12—C4	−0.4 (4)
N2—Co1—S1—O1i	−163.50 (15)	N1—C12—C4—C3	−0.6 (5)
O1i—Co1—S1—O1	180.0	C11—C12—C4—C3	176.3 (3)
N1—Co1—S1—O1	96.64 (14)	N1—C12—C4—C5	−178.8 (3)
N1i—Co1—S1—O1	−83.36 (14)	C11—C12—C4—C5	−2.0 (4)
N2i—Co1—S1—O1	−163.50 (15)	C7—C6—C5—C4	−1.2 (5)
N2—Co1—S1—O1	16.50 (15)	C3—C4—C5—C6	−175.3 (3)
O2i—S1—O1—Co1	118.26 (13)	C12—C4—C5—C6	2.8 (5)
O2—S1—O1—Co1	−118.45 (13)	C4—C12—N1—C1	0.8 (4)
O1i—S1—O1—Co1	0.0	C11—C12—N1—C1	−176.1 (3)
O1i—Co1—O1—S1	0.0	C4—C12—N1—Co1	−178.7 (2)
N1—Co1—O1—S1	−88.45 (12)	C11—C12—N1—Co1	4.4 (3)
N1i—Co1—O1—S1	99.50 (12)	O1—Co1—N1—C1	81.9 (3)
N2i—Co1—O1—S1	38.3 (3)	O1i—Co1—N1—C1	15.0 (3)
N2—Co1—O1—S1	−167.12 (12)	N1i—Co1—N1—C1	−131.8 (3)
O1—Co1—N2—C10	−75.8 (3)	N2i—Co1—N1—C1	−81.4 (3)
O1i—Co1—N2—C10	−110.8 (3)	N2—Co1—N1—C1	176.4 (3)
N1—Co1—N2—C10	−174.3 (3)	S1—Co1—N1—C1	48.2 (3)
N1i—Co1—N2—C10	17.0 (3)	O1—Co1—N1—C12	−98.7 (2)
N2i—Co1—N2—C10	95.2 (3)	O1i—Co1—N1—C12	−165.5 (2)
S1—Co1—N2—C10	−84.8 (3)	N1i—Co1—N1—C12	47.65 (19)
O1—Co1—N2—C11	102.0 (2)	N2i—Co1—N1—C12	98.0 (2)
O1i—Co1—N2—C11	67.0 (3)	N2—Co1—N1—C12	−4.2 (2)
N1—Co1—N2—C11	3.46 (19)	S1—Co1—N1—C12	−132.35 (19)
N1i—Co1—N2—C11	−165.2 (2)	C12—N1—C1—C2	0.0 (5)
N2i—Co1—N2—C11	−87.0 (2)	Co1—N1—C1—C2	179.4 (3)
S1—Co1—N2—C11	93.0 (2)	C3—C2—C1—N1	−1.0 (6)
C11—N2—C10—C9	1.1 (5)	C1—C2—C3—C4	1.3 (6)
Co1—N2—C10—C9	178.8 (2)	C12—C4—C3—C2	−0.5 (5)
C10—N2—C11—C7	−2.2 (4)	C5—C4—C3—C2	177.7 (3)
Co1—N2—C11—C7	179.7 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O2	0.82	2.07	2.779 (8)	145
O3'—H3'···O2	0.82	1.94	2.709 (7)	155

Table 1

Selected bond lengths (Å)

Co1—O1	2.124 (2)
Co1—N1	2.128 (3)
Co1—N2	2.146 (2)
S1—O2	1.455 (2)
S1—O1	1.492 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O2	0.82	2.07	2.779 (8)	145
O3′—H3′⋯O2	0.82	1.94	2.709 (7)	155